Classification of Penicillins

Classification of Penicillins

1. CLASSIFICATION OF PENICILLINS
N
S
OR
2
O
HR
3
N
H
R
1
O
O


Drugs R
1
R
2
R
3

Natural penicillins
Penicillin G (Benzyl penicillin)

H H
Penicillin F H
H
CH
3

H H
Penicillin K CH
3

H H
Penicillin N OH
NH
2
O

H H
Penicillin O S
CH
2

H H
Penicillin X OH

H H
Semisynthetic penicillins
Acid resistant penicillins
Penicillin V O

H H
Phenethicillin O
CH
3

H H
Propicillin O
CH
3

H H
Penicillinase resistant penicillins
Oxacillin O
N
CH
3

H H
Cloxacillin O
N
CH
3
Cl

H H

2. Dicloxacillin O
N
CH
3
Cl
Cl

H H
Flucloxacillin O
N
CH
3
Cl
F

H H
Methicillin O
N
CH
3
O
CH
3
O
CH
3

H H
Nafcillin OCH
3

H H
Extended spectrum penicillins
Aminopenicillins
Ampicillin NH
2

H H
Amoxycillin NH
2
OH

H H
Epicillin NH
2

H H
Bacampicillin NH
2
O O CH
3
CH
3
O

H
Pivampicillin NH
2
O CH
3
O
CH
3
CH
3

H
Carboxypenicillins
Carbenicillin OOH

H H

3. Carfecillin OO

H H
Carindacillin OO

H H
Ticarcillin OOH
S

H H
Temocillin OOH
S

H OCH3
Ureidopenicillins
Azlocillin NHO
N
NH
O

H H
Mezlocillin NHO
N
N
O
S
O
O
CH
3

H H
Piperacillin NHO
N
N
CH
3
O
O

H H
Amidinopenicillins

4. Mecillinam N
S
OH
O
HH
N
O
N
H

Pivmecillinam N
S
O
O
HH
N
O
N
H
O
O
CH
3
CH
3
CH
3